CN108440296A - A kind of poly- phenol monoacrylate and preparation method - Google Patents
A kind of poly- phenol monoacrylate and preparation method Download PDFInfo
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- CN108440296A CN108440296A CN201810303953.3A CN201810303953A CN108440296A CN 108440296 A CN108440296 A CN 108440296A CN 201810303953 A CN201810303953 A CN 201810303953A CN 108440296 A CN108440296 A CN 108440296A
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/52—Esters of acyclic unsaturated carboxylic acids having the esterified carboxyl group bound to an acyclic carbon atom
- C07C69/533—Monocarboxylic acid esters having only one carbon-to-carbon double bond
- C07C69/54—Acrylic acid esters; Methacrylic acid esters
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/13—Phenols; Phenolates
- C08K5/134—Phenols containing ester groups
- C08K5/1345—Carboxylic esters of phenolcarboxylic acids
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/56—Ring systems containing bridged rings
- C07C2603/58—Ring systems containing bridged rings containing three rings
- C07C2603/60—Ring systems containing bridged rings containing three rings containing at least one ring with less than six members
- C07C2603/62—Ring systems containing bridged rings containing three rings containing at least one ring with less than six members containing three- or four-membered rings
- C07C2603/64—Ring systems containing bridged rings containing three rings containing at least one ring with less than six members containing three- or four-membered rings having a tricyclo[2.2.1.0(2,6)]heptstructure
Abstract
The present invention is the antioxidant technical field of high molecular material, more particularly to a kind of poly- phenol monoacrylate and preparation method.18 parts of poly- phenolic compounds of poly- phenol mono acrylic ester, 2 parts of acrylic acid, 4 parts of phosphorus oxychloride, 3 parts of triethylamine；It is synthesized by esterification with five mouthfuls of flasks (with blender, thermometer, reflux cooler, feed metering tank) of heating water bath；Poly- phenolic compounds, organic solvent, acrylic acid are added in the feed metering tank of five mouthfuls of flasks, triethylamine begins to warm up while stirring, and is warming up to 60 80 degree；In the case where keeping 60 80 degree of temperature controlled conditions, then start that phosphorus oxychloride 0.5 1.0 hours is added dropwise, after being further continued for insulation reaction 26 hours, then through washing, distillation technique, finished product color is good, fusing point is high, it is simple for process, environmentally friendly, discharged without waste water, exhaust gas.
Description
Technical field
The present invention is the antioxidant technical field of high molecular material, more particularly to a kind of poly- phenol monoacrylate
And preparation method.
Background technology
Antioxidant has application in many fields, and kind is numerous to be used extensively, is that the high-molecular compounds such as rubber, plastics exist
The antioxidant that must be added in synthesis, process.Because the high-molecular compounds such as rubber, plastics in synthesis, process, used
Cheng Zhong is vulnerable to the effect of heat, oxygen and other factors, it may occur that and the variation of structure and performance has continuously decreased performance,
This phenomenon is known as aging or degradation.Due to containing a large amount of double bond in some plastics, rubber molecular chain, thermo-oxidative ageing problem is more
Add apparent.In order to inhibit, prevent or delay high molecular material oxidation reaction generation, be usually added when producing product
It can delay the antioxidant of deterioration by oxidation.Widely used antioxidant type has in the high molecular materials such as rubber, plastics, aromatic amine
Kind antioxidant, Hinered phenols antioxidant, phosphite ester kind antioxidant, containing sulfur type antioxidant, composite antioxidant and other.
After high molecular material is heated, decompose the free radical centered on carbon for generating and defying capture and inhibiting, in anaerobic or
Under anaerobic condition, there is carbon radicals enough time-to-live, phenomena such as crosslinked, branched, chain rupture for leading to high molecular material to send out
It is raw.Hinered phenols antioxidant passes through turning for hydrogen atom due to that can fight for the peroxy radical generated in autoxidation with polymer
It moves, the antioxidant free radical for forming carboxylic acid and stablizing, antioxidant free radical can capture living radical, can prevent polymer again
Chain type oxidation reaction.
The antioxidant of each micromolecular in the high-molecular compounds such as existing all kinds of rubber, plastics air, soil and
Readily volatilized in solution environmental, migration and lose protection effect, therefore more extensive, the effect that the antioxidant of macromolecule uses
More preferably.
The preparation method and its application in rubber that Chinese patent discloses a kind of antioxidant polymer, first will
Isophorone diisocyanate and end hydroxy butadiene generate addition product under the action of catalyst, then the addition product with it is low
Antioxidant polymer is obtained by the reaction in molecule bis-phenol kind antioxidant.The invention synthesis technology is complicated, and the low molecule bisphenols used is anti-
Oxygen agent price, application and popularization to product bring many inconvenience.
Chinese patent announces bulletin there are many granted patent, is all using bis-phenol as raw material, fat acyl chloride is acylating reagent system
Standby bisphenol monocarboxylic ester compound antioxidant.But the bisphenol monocarboxylic ester compound prepared in these inventions is small molecule chemical combination
Object, still remain it is readily volatilized and migration the problems such as.
Invention content
It is anti-that the technical problem to be solved in the present invention is to provide a kind of difunctionalities of poly- phenol monoacrylate macromolecular
The method of oxygen agent and preparation, the existing Hinered phenols antioxidant water resistance of antioxidant prepared, and meanwhile it is again anti-with macromolecular
Oxygen agent heat-resisting quantity, compatibility are good and easily disperse.
In order to solve the above-mentioned technical problem, the technical scheme is that：Using poly- phenol, acrylic acid, phosphorus oxychloride, three second
Amine is raw material, and aliphatic hydrocarbon and aromatic hydrocarbon, oil ethers are solvent, and lactate synthesis goes out the compound poly- phenol mono acrylic ester of intramolecular
Close object antioxidant.
The detailed technology solution of the present invention is that poly- phenolic compounds, phosphorus oxychloride, triethylamine etc. are raw material, and esterification is closed
At poly- phenol mono acrylic ester, synthesis technology is 18 parts of poly- phenolic compounds, 2 parts of acrylic acid, 4 parts of phosphorus oxychloride, 3 parts of triethylamine,
Poly- phenol mono acrylic ester appearance is white or yellowish crystallization, 105-115 DEG C of fusing point；
Wherein, poly- phenolic compounds average molecular weight 650, CAS NO：68610-51-5, molecular structural formula are shown in formula (1)
Wherein, acrylic acid CAS NO：79-10-7 [2], molecular structural formula are shown in formula (2)；
Wherein, phosphorus oxychloride CAS NO：10025-87-3, molecular structural formula are shown in formula (3)；
Wherein, triethylamine CAS：121-44-8, molecular structural formula are shown in formula (4)；
Wherein, the poly- specific chemical name of phenol mono acrylic ester is polydicyclopentadiene paracresol butylation product list acrylic acid
Ester, average molecular weight 700, molecular structural formula are shown in formula (5)；
Poly- phenolic compounds molecular structural formula：
Average molecular weight 650, CAS NO：68610-51-5
Acrylic molecules structural formula：
CAS NO：79-10-7[2]
Phosphorus oxychloride molecular structural formula：
CAS NO：10025-87-3
Triethylamine chemoattractant molecule structural formula：
No. CAS：121-44-8
Poly- phenol mono acrylic ester molecular structural formula：
The preparation method of poly- phenol monoacrylate is, (with blender, temperature in five mouthfuls of flasks of heating water bath
Spend meter, reflux cooler, feed metering tank), poly- phenolic compounds 90g-100g, organic solvent 360g-400g are added into flask,
Acrylic acid 10-15g, triethylamine 20-25g begin to warm up while stirring, and are warming up to 60-80 degree；Keeping 60-80 degree temperature permanent
Under fixed condition, then start that phosphorus oxychloride 15-20g is added dropwise, time for adding 0.5-1.0 hours is further continued for insulation reaction 2-6 hours
Afterwards, then through washing 2-4 times, distillation technique, poly- phenol mono acrylic ester finished product is obtained, appearance is white or yellowish crystallization, fusing point
105-115℃。
The organic solvent is aliphatic hydrocarbon, fat hydrocarbon mixture, such as the hexamethylene of linear chain or branched chain, normal heptane, just pungent
Alkane, isooctane.
The organic solvent is aromatic hydrocarbon solvent, such as benzene,toluene,xylene, ethylbenzene.
The organic solvent is petroleum ether.
The poly- phenolic compounds average molecular weight 650, CAS NO：68610-51-5；Molecular structural formula is formula (1).
It is macromolecular antioxidant, existing hindered phenol it is an advantage of the invention that preparing poly- phenol monoacrylate product
Kind antioxidant water resistance, while there is macromolecular antioxidant heat-resisting quantity again, appearance white crystallization is real extra, and fusing point is up to
105-115 DEG C, it is not easy to which volatilization and migration, compatibility is good and easily dispersion improves the present invention by the parameter of optimum synthesis technique
The molar yield and product quality of product.The method that the present invention prepares poly- phenol monoacrylate is convenient for industrialized production.
It is simple for process, environmentally friendly, without waste water, exhaust gas discharge.Poly- phenol mono acrylic ester kind antioxidant is cost-effective, and the market price and cost are bright
The aobvious price less than very widely used today low molecule bis-phenol kind antioxidant.Preparation process reduce to lowest limit to generate waste water
Processing procedure and cost, obtain byproduct triethylamine salt not only can be used for company other products production, but also can directly it is right
Outer sale, and price is also less than the triethylamine salt of other technique productions.
Description of the drawings
The poly- phenol mono acrylic ester molecular structural formulas of Fig. 1
Specific implementation mode
The application is described in further detail with reference to embodiment.It is understood that tool described herein
Body embodiment is used only for explaining related invention, rather than the restriction to the invention.
It should be noted that in the absence of conflict, the features in the embodiments and the embodiments of the present application can phase
Mutually combination.The application is described in detail below with reference to embodiment,
Poly- phenol mono acrylic ester and preparation process be, including 18 parts of poly- phenolic compounds, 2 parts of acrylic acid, 4 parts of phosphorus oxychloride,
3 parts of triethylamine, esterification synthesis；Poly- phenol mono acrylic ester appearance is white or yellowish crystallization, 105-115 DEG C of fusing point.
Wherein, poly- phenolic compounds average molecular weight 650, CAS NO：68610-51-5, molecular structural formula are shown in formula (1)；
Wherein, acrylic acid CAS NO：79-10-7 [2], molecular structural formula are shown in formula (2)；
Wherein, phosphorus oxychloride CAS NO：10025-87-3, molecular structural formula are shown in formula (3)；
Wherein, triethylamine CAS：121-44-8, molecular structural formula are shown in formula (4)；
Wherein, the poly- specific chemical name of phenol mono acrylic ester is polydicyclopentadiene paracresol butylation product list acrylic acid
Ester, average molecular weight 700, molecular structural formula are shown in formula (5)；
Poly- phenolic compounds molecular structural formula：
Average molecular weight 650, CAS NO：68610-51-5
Acrylic molecules structural formula：
CAS NO：79-10-7[2]
Phosphorus oxychloride molecular structural formula：
CAS NO：10025-87-3
Triethylamine chemoattractant molecule structural formula：
No. CAS：121-44-8
Poly- phenol mono acrylic ester molecular structural formula：
The preparation method of polyacrylic acid ester compounds is to carry out chloride in the reactor, esterification, heating water bath
Poly- phenolic compounds 90g- is added into flask with blender, thermometer, reflux cooler, feed metering tank for five mouthfuls of flasks
100g, organic solvent 360g-400g, acrylic acid 10-15g, triethylamine 20-25g begin to warm up, stir simultaneously, be warming up to 60-
80 degree；In the case where keeping 60-80 degree temperature controlled conditions, then start that phosphorus oxychloride 15-20g is added dropwise, time for adding 0.5-1.0 is small
When, after being further continued for insulation reaction 2-6 hours, then through washing 2-4 times, distillation technique, poly- phenol mono acrylic ester finished product is obtained, appearance is
White or yellowish crystallization, 105-115 DEG C of fusing point.
The organic solvent is aliphatic hydrocarbon, fat hydrocarbon mixture, such as the hexamethylene of linear chain or branched chain, normal heptane, just pungent
Alkane, isooctane.
The organic solvent is aromatic hydrocarbon solvent, such as benzene,toluene,xylene, ethylbenzene.
The organic solvent is petroleum ether.
The poly- phenolic compounds average molecular weight 650 of the poly- phenolic compounds, CAS NO：68610-51-5；Molecular structural formula
For formula (1).
Five mouthfuls of flasks of 1 heating water bath of embodiment are with blender, thermometer, reflux cooler, feed metering tank, to burning
Poly- phenolic compounds 92g, hexamethylene 360g are added in bottle, acrylic acid 10g, triethylamine 20g begin to warm up while stirring, be warming up to
60 degree；In the case where keeping 60 degree of temperature controlled conditions, then start that phosphorus oxychloride 15g, time for adding 0.5 hour, followed by continuation of insurance is added dropwise
After temperature reaction 2-3 hours, then through washing 3 times, distillation technique, poly- phenol mono acrylic ester finished product is obtained, appearance is white crystals, fusing point
108℃。
Five mouthfuls of flasks of 2 heating water bath of embodiment are with blender, thermometer, reflux cooler, feed metering tank, to burning
Poly- phenolic compounds 94g is added in bottle, 360 grams of petroleum ether, acrylic acid 12g, triethylamine 22g, begins to warm up while stirring, heats up
To 65 degree；In the case where keeping 65 degree of temperature controlled conditions, then start that phosphorus oxychloride 17g is added dropwise, time for adding 0.5 hour is further continued for
After insulation reaction 2-3 hours, then through washing 3 times, distillation technique, obtain poly- phenol mono acrylic ester finished product；Appearance is omited for white crystals
With micro- Huang, 110 DEG C of fusing point.
Five mouthfuls of flasks of 3 heating water bath of embodiment are with blender, thermometer, reflux cooler, feed metering tank, to burning
Poly- phenolic compounds 96g, n-hexane 360g are added in bottle, acrylic acid 10g, triethylamine 23g begin to warm up while stirring, be warming up to
70 degree；In the case where keeping 70 degree of temperature controlled conditions, then start that phosphorus oxychloride 16g, time for adding 0.5 hour, followed by continuation of insurance is added dropwise
After temperature reaction 2-3 hours, then through washing 3 times, distillation technique, poly- phenol mono acrylic ester finished product is obtained, appearance is yellowish crystallization, is melted
115 DEG C of point；
Five mouthfuls of flasks of 4 heating water bath of embodiment are with blender, thermometer, reflux cooler, feed metering tank, to burning
Poly- phenolic compounds 97g, n-hexane 400g are added in bottle, acrylic acid 13g, triethylamine 23g begin to warm up while stirring, be warming up to
75 degree；In the case where keeping 75 degree of temperature controlled conditions, then start that phosphorus oxychloride 15g, time for adding 0.5 hour, followed by continuation of insurance is added dropwise
After temperature reaction 2-3 hours, then through washing 3 times, distillation technique, poly- phenol mono acrylic ester finished product is obtained, appearance is yellowish crystallization, is melted
113 DEG C of point；
Five mouthfuls of flasks of 5 heating water bath of embodiment are with blender, thermometer, reflux cooler, feed metering tank, to burning
Poly- phenolic compounds 90g, hexamethylene 360g are added in bottle, acrylic acid 10g, triethylamine 20g begin to warm up while stirring, be warming up to
80 degree；In the case where keeping 80 degree of temperature controlled conditions, then start that phosphorus oxychloride 15g, time for adding 0.5 hour, followed by continuation of insurance is added dropwise
After temperature reaction 2-3 hours, then through washing 3 times, distillation technique, poly- phenol mono acrylic ester finished product is obtained, appearance is white crystals, fusing point
110℃；
Five mouthfuls of flasks of 6 heating water bath of embodiment are with blender, thermometer, reflux cooler, feed metering tank, to burning
Poly- phenolic compounds 98g, n-hexane 360g are added in bottle, acrylic acid 14g, triethylamine 24g begin to warm up while stirring, be warming up to
80 degree；In the case where keeping 80 degree of temperature controlled conditions, then start that phosphorus oxychloride 17g, time for adding 0.5 hour, followed by continuation of insurance is added dropwise
After temperature reaction 2-3 hours, then through washing 3 times, distillation technique, poly- phenol mono acrylic ester finished product is obtained, appearance is yellowish crystallization, is melted
108 DEG C of point；
Five mouthfuls of flasks of 7 heating water bath of embodiment are with blender, thermometer, reflux cooler, feed metering tank, to burning
Poly- phenolic compounds 100g, n-hexane 360g are added in bottle, acrylic acid 15g, triethylamine 25g begin to warm up while stirring, and heat up
To 80 degree；In the case where keeping 80 degree of temperature controlled conditions, then start that phosphorus oxychloride 20g is added dropwise, time for adding 0.5 hour is further continued for
After insulation reaction 2-3 hours, then through washing 3 times, distillation technique, poly- phenol mono acrylic ester finished product is obtained, appearance is white crystals, is melted
113 DEG C of point；
The experimental results showed that poly- phenolic compounds, acrylic acid, triethylamine, phosphorus oxychloride ratio obtain product when being 18: 2: 4: 3
Yield is high, and time 5-6 hour is advisable, and temperature is controlled in 60-80 degree.Poly- phenol mono acrylic ester white crystals are best color, in vain
The poly- phenol mono acrylic ester that color crystallizes slightly micro- yellow color is also real extra.
Organic solvent aliphatic hydrocarbon, fat hydrocarbon mixture, such as the hexamethylene of linear chain or branched chain, normal heptane, normal octane, different pungent
Alkane is better than aromatic hydrocarbon solvent or petroleum solvents.The preferred n-hexane of fat hydrocarbon organic solvent, hexamethylene.
Claims (6)
1. a kind of poly- phenol monoacrylate, it is characterised in that：Poly- phenol mono acrylic ester by include 18 parts of poly- phenolic compounds,
2 parts of acrylic acid, 4 parts of phosphorus oxychloride, 3 parts of triethylamine, esterification synthesis；Poly- phenol mono acrylic ester appearance is white crystals, is melted
105-115 DEG C of point
Wherein, poly- phenolic compounds average molecular weight 650, CAS NO：68610-51-5, molecular structural formula are shown in formula (1)；
Wherein, acrylic acid CAS NO：79-10-7 [2], molecular structural formula are shown in formula (2)；
Wherein, phosphorus oxychloride CAS NO：10025-87-3, molecular structural formula are shown in formula (3)；
Wherein, triethylamine CAS：121-44-8, molecular structural formula are shown in formula (4)；
Wherein, the poly- specific chemical name of phenol mono acrylic ester is polydicyclopentadiene paracresol butylation product mono acrylic ester,
Average molecular weight is 700, and molecular structural formula is shown in formula (5)；
Poly- phenolic compounds molecular structural formula：
Average molecular weight 650, CAS NO：68610-51-5
Acrylic molecules structural formula：
CAS NO：79-10-7[2]
Phosphorus oxychloride molecular structural formula：
CAS NO：10025-87-3
Triethylamine chemoattractant molecule structural formula：
No. CAS：121-44-8
Poly- phenol mono acrylic ester molecular structural formula：
2. a kind of preparation method of poly- phenol monoacrylate according to claim 1, it is characterised in that：Water-bath adds
Five mouthfuls of flasks of heat are with blender, thermometer, reflux cooler, feed metering tank, in five mouthfuls of flasks in feed metering tank
It is middle that poly- phenolic compounds 90g-100g, organic solvent 360g-400g, acrylic acid 10-15g, triethylamine 20-25g is added, start to add
Heat stirs simultaneously, is warming up to 60-80 degree；In the case where keeping 60-80 degree temperature controlled conditions, then start that phosphorus oxychloride 15- is added dropwise
20g, time for adding 0.5-1.0 hours after being further continued for insulation reaction 2-6 hours, then through washing 2-4 times, distillation technique, obtain poly- phenol
Mono acrylic ester finished product, appearance are white crystals, 105-115 DEG C of fusing point.
3. the preparation method of poly- phenol monoacrylate according to claim 2, it is characterised in that：Described is organic
Solvent is aliphatic hydrocarbon, fat hydrocarbon mixture, such as the hexamethylene of linear chain or branched chain, normal heptane, normal octane, isooctane.
4. the preparation method of poly- phenol monoacrylate according to claim 2, it is characterised in that：Described is organic
Solvent is aromatic hydrocarbon solvent, such as benzene,toluene,xylene, ethylbenzene.
5. the preparation method of poly- phenol monoacrylate according to claim 2, it is characterised in that：Described is organic
Solvent is petroleum ether.
6. the preparation method of poly- phenol monoacrylate according to claim 2, it is characterised in that：The poly- phenol
The poly- phenolic compounds average molecular weight 650 of compound, CAS NO：68610-51-5；Molecular structural formula is formula (1).
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115703901A (en) * | 2021-08-10 | 2023-02-17 | 中国石油天然气股份有限公司 | ABS (acrylonitrile butadiene styrene) resin processing aid, preparation method thereof and ABS resin composite processing aid |
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| US4774274A (en) * | 1986-06-25 | 1988-09-27 | Sumitomo Chemical Company, Limited | Thermally stabilized butadiene resins containing a hindered phenolic acrylate or methacrylate |
| CN101148408A (en) * | 2007-10-26 | 2008-03-26 | 江苏工业学院 | Method for preparing bisphenolmonoacryates compounds antioxidant |
| US20090069476A1 (en) * | 2004-11-02 | 2009-03-12 | Basf Aktiengesellschaft Patents, Trademarks And Licenses | Stabilised thermoplastic moulding compounds |
| CN101967223A (en) * | 2010-09-28 | 2011-02-09 | 江苏飞亚化学工业有限责任公司 | Synthesis method of paracresol-dicyclopentadiene isobutylation resin antioxidant |
| CN103319315A (en) * | 2013-06-17 | 2013-09-25 | 湖北工业大学 | Method for producing aggregate-type hindered phenol antioxidant |
-
2018
- 2018-04-03 CN CN201810303953.3A patent/CN108440296A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4774274A (en) * | 1986-06-25 | 1988-09-27 | Sumitomo Chemical Company, Limited | Thermally stabilized butadiene resins containing a hindered phenolic acrylate or methacrylate |
| US20090069476A1 (en) * | 2004-11-02 | 2009-03-12 | Basf Aktiengesellschaft Patents, Trademarks And Licenses | Stabilised thermoplastic moulding compounds |
| CN101148408A (en) * | 2007-10-26 | 2008-03-26 | 江苏工业学院 | Method for preparing bisphenolmonoacryates compounds antioxidant |
| CN101967223A (en) * | 2010-09-28 | 2011-02-09 | 江苏飞亚化学工业有限责任公司 | Synthesis method of paracresol-dicyclopentadiene isobutylation resin antioxidant |
| CN103319315A (en) * | 2013-06-17 | 2013-09-25 | 湖北工业大学 | Method for producing aggregate-type hindered phenol antioxidant |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115703901A (en) * | 2021-08-10 | 2023-02-17 | 中国石油天然气股份有限公司 | ABS (acrylonitrile butadiene styrene) resin processing aid, preparation method thereof and ABS resin composite processing aid |
| CN115703901B (en) * | 2021-08-10 | 2024-05-07 | 中国石油天然气股份有限公司 | ABS resin processing aid, preparation method thereof and ABS resin composite processing aid |
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Application publication date: 20180824 |